Polyethylene glycol hydrogel for orthotopic injection and preparation method thereof

A polyethylene glycol type, in situ injection technology, applied in the direction of pharmaceutical formulations, medical preparations of non-active ingredients, etc., can solve problems such as expensive, difficult to industrialize, and harsh conditions for star-shaped polyethylene glycol synthesis, and achieve Effects of reduced reaction energy consumption, simple operation, good biocompatibility and biodegradability

Inactive Publication Date: 2013-01-30
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Some scholars reported that the terminal hydroxyl groups of star-shaped polyethylene glycol were modified into thiol groups and double bonds, and Michael addition was used to prepare injectable hydrogels (Pritchard, C.D., et al., An injectable thiol-acrylate poly(ethylene glycol) Hydrogel for sustained release of methylprednisolone sodium succinate.Biomaterials,2011.32(2):p.587-597.), but the synthesis conditions of star-shaped polyethylene glycol are harsh and difficult to industrialize, the price is expensive, and further chemical modification is required

Method used

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  • Polyethylene glycol hydrogel for orthotopic injection and preparation method thereof
  • Polyethylene glycol hydrogel for orthotopic injection and preparation method thereof
  • Polyethylene glycol hydrogel for orthotopic injection and preparation method thereof

Examples

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Embodiment 1-26

[0039] Embodiment 1-26, different rare earth triflate Ln(OTf) 3 Catalyze the synthesis of polymercapto or polyether esters with multiple double bonds (the number average molecular weight of polyethylene glycol used is 1000g / mol).

Embodiment 1

[0040] Embodiment 1, scandium trifluoromethanesulfonate Sc (OTf) 3 Synthesis of Catalyzed Polymercapto Polyether Ester

[0041] Add 45g (0.045mol) of polyethylene glycol 1000 to a 250mL three-neck flask, add 100mL of anhydrous toluene to azeotropically remove water at 140°C; then add 6.62g (0.045mol) of thiomalic acid, 0.33g (0.67 mmol) scandium trifluoromethanesulfonate catalyst. Under the action of mechanical stirring, react at 80°C for 3 hours in a nitrogen atmosphere, then connect the circulating water pump to depressurize the reaction for 4 hours, keep the temperature at 80°C, and the pressure of the decompression reaction is 3mmHg, after slowly raising the temperature to 100°C, change the rotary vane type The vacuum oil pump continued the decompression reaction at 100° C. for 8 hours, and the reaction pressure was 0.3 mmHg. After the polycondensation reaction, the obtained polymer was dissolved in dichloromethane, extracted twice with saturated brine to remove the cata...

Embodiment 2

[0045] Embodiment 2, scandium trifluoromethanesulfonate Sc (OTf) 3 Catalyzed synthesis of polyether esters with multiple double bonds

[0046] Add 45g (0.045mol) polyethylene glycol 1000 to a 250mL three-necked flask, add 100mL anhydrous toluene to remove water azeotropically at 140°C; then add 4.34g (0.045mol) maleic anhydride, 0.33g (0.67mmol) ) scandium triflate catalyst. Under the action of mechanical stirring, after reacting at 100°C for 3 hours in a nitrogen atmosphere, connect the circulating water pump and maintain it at 100°C for 4 hours under reduced pressure. The oil pump continued the decompression reaction at 120° C. for 8 hours, and the reaction pressure was 0.3 mmHg. After the polycondensation reaction, the obtained polymer was dissolved in tetrahydrofuran, and the catalyst was removed through a separation column filled with neutral alumina, the solution was retained, concentrated by rotary evaporation, and finally a large amount of cold ether was added under ...

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Abstract

The invention discloses a method for preparing polyethylene glycol hydrogel for orthotopic injection. The method comprises the following steps of: preparing a multi-mercapto linear polyethylene glycol polyether ester by polycondensation with polyethylene glycol and thiomalic acid as raw materials and rare earth trifluoromethanesulfonate as a catalyst; preparing a double-bond linear polyethylene glycol polyether ester by polycondensation with polyethylene glycol and maleic anhydride as starting raw materials and rare earth trifluoromethanesulfonate as a catalyst; and dissolving multi-mercapto linear polyethylene glycol polyether ester and multiple double-bond linear polyethylene glycol polyether esters in a phosphate buffered saline (PBS) buffer solution respectively, quickly mixing the two solutions uniformly and standing the mixed solution to obtain the polyethylene glycol hydrogel for orthotopic injection. The method is simple; conditions are easy to control, so that the method is suitable for industrial production. The invention also discloses the polyethylene glycol hydrogel for orthotopic injection, which is degradable.

Description

technical field [0001] The invention relates to the field of preparation of in situ injection hydrogel, in particular to an in situ injection polyethylene glycol hydrogel and a preparation method thereof. Background technique [0002] Realizing the controlled release of drugs in human diseased parts is an ideal method for treating diseases. Embedding or binding drugs to polymer carriers can achieve controlled release of drugs. The main polymer carriers include polymer micelles, drug / polymer conjugates, gels, etc. (Hoffman, A.S., Hydrogels for biomedical applications. Advanced Drug Delivery Reviews 2002(54): p.3-12.). In the late 1950s, polymer materials such as silicone rubber and poly(vinyl acetate) (EVA) were used as carriers of small-molecule drugs to achieve sustained and stable release of drugs. However, these polymer materials are not degradable. After the drug release is completed, these carriers need to be removed through surgery, which increases the pain of the pa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/075C08L67/02C08G63/688C08G63/676C08G63/84A61K47/34
Inventor 朱蔚璞高利龙李晓东沈之荃
Owner ZHEJIANG UNIV
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